1-ethoxymethylphosphinyl-1-cyclopropanecapboxylic acid nitrile | 131303-98-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦酸及其衍生物
• 英文名称: 1-ethoxymethylphosphinyl-1-cyclopropanecapboxylic acid nitrile
• 英文别名: 1-[Ethoxy(methyl)phosphoryl]cyclopropane-1-carbonitrile
• CAS: 131303-98-5
• 化学式: C₇H₁₂NO₂P
• 分子量: 173.152
• InChiKey: HDOKAHLKRGUSIS-UHFFFAOYSA-N

物化性质

• 沸点：
  97-98 °C(Press: 0.2 Torr)
• 密度：
  1.1228 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-ethoxymethylphosphinyl-1-cyclopropanecapboxylic acid nitrile 在 水 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 24.33h， 生成 1-hydroxymethylphosphinyl-1-cyclopropanecarboxylic acid nitrile
  参考文献：
  名称：

  Some properties of 1-phosphorus(IV)-substituted cycloalkanecarboxylic acids and their derivatives

  摘要：

  An x-ray structural study of single crystals of 1-diphenylphosphinyl-cyclo-propane- and 1-diphenylphosphinylcyclobutanecarboxylic acids was conducted. 1-Phosphorylated cycloalkanecarboxylic acid amides were obtained from the corresponding acids by the reaction with thionyl chloride with subsequent treatment with primary and secondary amines. It was shown that the reaction of 1-phosphorylated 1-functional substituted cycloalkanes with trimethylbromosilane takes place with preservation of the cyclic structure and yields phosphoric acid silyl esters, and the corresponding cycloalkylphosphonic and cycloalkylphosphinic acids were synthesized by their hydrolysis in soft conditions.

  DOI：

  10.1007/bf00864348
• 作为产物：
  描述：

  2-[乙氧基(甲基)磷酰基]乙腈 、 1,2-二溴乙烷 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 70.0h， 以38%的产率得到1-ethoxymethylphosphinyl-1-cyclopropanecapboxylic acid nitrile
  参考文献：
  名称：

  Cycloalkylation of compounds in the series of phosphorus-substituted derivatives of acetic acid

  摘要：

  1-Phosphoryl-substituted cyclopropanes, cyclobutanes, and cyclopentanes were obtained by the reaction of phosphoryl-substituted esters and nitriles of acetic acid with alpha,omega-dihaloalkanes. The influence of the CH-acidity of the starting compounds and electrophilicity of the alkylating agent on the reaction rate was examined.

  DOI：

  10.1007/bf00961505

文献信息

• KAZAKOV, P. V.;ODINETS, I. L.;LARETINA, A. P.;SHCHERBINA, T. M.;PETROVSKI+, IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1873-1880
  作者：KAZAKOV, P. V.、ODINETS, I. L.、LARETINA, A. P.、SHCHERBINA, T. M.、PETROVSKI+

  DOI：——

  日期：——
• VERWENDUNG VON DERIVATEN DER (1-CYANCYCLOPROPYL)PHENYLPHOSPHINSÄURE, DEREN ESTER UND/ODER DEREN SALZE ZUR STEIGERUNG DER TOLERANZ IN PFLANZEN GEGENÜBER ABIOTISCHEM STRESS
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2555626A2

  公开（公告）日：2013-02-13
• [DE] VERWENDUNG VON DERIVATEN DER (1-CYANCYCLOPROPYL)PHENYLPHOSPHINSÄURE, DEREN ESTER UND/ODER DEREN SALZE ZUR STEIGERUNG DER TOLERANZ IN PFLANZEN GEGENÜBER ABIOTISCHEM STRESS<br/>[EN] USE OF DERIVATIVES OF THE (1-CYANOCYCLOPROPYL)PHENYLPHOSPHINIC ACID, THE ESTERS THEREOF AND/OR THE SALTS THEREOF FOR ENHANCING THE TOLERANCE OF PLANTS TO ABIOTIC STRESS<br/>[FR] UTILISATION DE DÉRIVÉS DE L'ACIDE (1-CYANOCYCLOPROPYL)PHÉNYL PHOSPHINIQUE, DE LEURS ESTERS ET/OU DE LEURS SELS POUR AUGMENTER LA TOLÉRANCE DE VÉGÉTAUX AU STRESS ABIOTIQUE
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2011124553A2

  公开（公告）日：2011-10-13

  Die Erfindung betrifft die Verwendung von Derivaten der (1-Cyancyclopropyl)phenyl-phosphinsäure der Formel (I) sowie deren Salze der Formel (II), zur Steigerung der Stresstoleranz in Pflanzen gegenüber abiotischem Stress, bevorzugt gegenüber Trockenstress, insbesondere zur Stärkung des Pflanzenwachstums und/oder zur Erhöhung des Pflanzenertrags.
• Cycloalkylation of compounds in the series of phosphorus-substituted derivatives of acetic acid
  作者：P. V. Kazakov、I. L. Odinets、A. P. Laretina、T. M. Shcherbina、P. V. Petrovskii、L. V. Kovalenko、T. A. Mastryukova

  DOI：10.1007/bf00961505

  日期：1990.8

  1-Phosphoryl-substituted cyclopropanes, cyclobutanes, and cyclopentanes were obtained by the reaction of phosphoryl-substituted esters and nitriles of acetic acid with alpha,omega-dihaloalkanes. The influence of the CH-acidity of the starting compounds and electrophilicity of the alkylating agent on the reaction rate was examined.
• Some properties of 1-phosphorus(IV)-substituted cycloalkanecarboxylic acids and their derivatives
  作者：I. L. Odinets、P. V. Kazakov、R. U. Amanov、M. Yu. Antipin、L. V. Kovalenko、Yu. T. Struchkov、T. A. Mastryukova

  DOI：10.1007/bf00864348

  日期：1992.8

  An x-ray structural study of single crystals of 1-diphenylphosphinyl-cyclo-propane- and 1-diphenylphosphinylcyclobutanecarboxylic acids was conducted. 1-Phosphorylated cycloalkanecarboxylic acid amides were obtained from the corresponding acids by the reaction with thionyl chloride with subsequent treatment with primary and secondary amines. It was shown that the reaction of 1-phosphorylated 1-functional substituted cycloalkanes with trimethylbromosilane takes place with preservation of the cyclic structure and yields phosphoric acid silyl esters, and the corresponding cycloalkylphosphonic and cycloalkylphosphinic acids were synthesized by their hydrolysis in soft conditions.